tert-butyl 2-((1-(2-(tert-butoxy)-2-oxoethyl)-2-oxo-5-phenyl-2,5-dihydro-1H-pyrrol-3-yl)amino)acetate | 1415556-44-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl 2-((1-(2-(tert-butoxy)-2-oxoethyl)-2-oxo-5-phenyl-2,5-dihydro-1H-pyrrol-3-yl)amino)acetate
• 英文别名: tert-butyl 2-[[1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-5-oxo-2-phenyl-2H-pyrrol-4-yl]amino]acetate
• CAS: 1415556-44-3
• 化学式: C₂₂H₃₀N₂O₅
• 分子量: 402.491
• InChiKey: ZOYYXDRLVKHBFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  甘氨酸叔丁酯 、 methyl 4-phenyl-2-oxo-3-butenoate 在 三氟乙酸 作用下， 以 氯仿 为溶剂， 以79%的产率得到tert-butyl 2-((1-(2-(tert-butoxy)-2-oxoethyl)-2-oxo-5-phenyl-2,5-dihydro-1H-pyrrol-3-yl)amino)acetate
  参考文献：
  名称：

  Highly diastereoselective 1,3-dipolar cycloaddition via in situ formed ketimine ylides

  摘要：

  1,3-Dipolar cycloaddition of conjugated unsaturated ketimine ylides was disclosed. The reaction of glycine ester with a series of beta,gamma-unsaturated keto esters in the presence of catalytic amount of TFA was found to give structurally diverse and functionally enriched pyrrolidine derivatives 3 in up to 88% yield. These processes feature a hydrolysis of glycine ketimine. A preliminary enantioselective version of the transformation was also investigated. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.138

文献信息

• Highly diastereoselective 1,3-dipolar cycloaddition via in situ formed ketimine ylides
  作者：Yu Cheng、Ya-Nan Liu、Jia Ye、Long He、Tai-Ran Kang、Quan-Zhong Liu

  DOI：10.1016/j.tetlet.2012.09.138

  日期：2012.12

  1,3-Dipolar cycloaddition of conjugated unsaturated ketimine ylides was disclosed. The reaction of glycine ester with a series of beta,gamma-unsaturated keto esters in the presence of catalytic amount of TFA was found to give structurally diverse and functionally enriched pyrrolidine derivatives 3 in up to 88% yield. These processes feature a hydrolysis of glycine ketimine. A preliminary enantioselective version of the transformation was also investigated. (C) 2012 Elsevier Ltd. All rights reserved.